3(2H)-Pyridazinone → HCID 178426325, compound

HRID 2103693Notes

Reaction equation

HRID 2103693 reaction equation
Br[C:2]1[CH:20]=[CH:19][C:5]2[N:6]=[C:7]([C@H:9]3[CH2:12][C@H:11]([N:13]4[CH2:17][CH2:16][CH2:15][C@H:14]4[CH3:18])[CH2:10]3)[S:8][C:4]=2[CH:3]=1.[CH3:21][C:22]1[C:23](=[O:28])[NH:24][CH:25]=[CH:26][CH:27]=1.N1NC(=O)C=CC=1>>[CH3:21][C:22]1[C:23](=[O:28])[N:24]([C:2]2[CH:20]=[CH:19][C:5]3[N:6]=[C:7]([C@H:9]4[CH2:10][C@H:11]([N:13]5[CH2:18][CH2:14][CH2:15][CH2:16][CH2:17]5)[CH2:12]4)[S:8][C:4]=3[CH:3]=2)[CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 3

HCID 681533(2H)-PyridazinoneHCID 704812-Hydroxy-3-methylpyridineHCID 178461421HCID 178461421, compound

Product 1

HCID 178426325HCID 178426325, compound

Procedure

The title compound was prepared according to the procedure described in Example 22, substituting the product of Example 44A for the product of Example 1E and substituting 3-methyl-2-pyridone for 3(2H)-pyridazinone. 1H NMR (400 MHz, CDCl3) δ ppm 8.02 (d, J=8.59 Hz, 1H) 7.89 (d, J=2.15 Hz, 1H) 7.42 (dd, J=8.75, 1.99 Hz, 1H) 7.22-7.34 (m, 2H) 6.19 (t, J=6.75 Hz, 1H) 3.53-3.68 (m, 1H) 2.80-2.94 (m, 1H) 2.51-2.91 (m, 3H) 2.32-2.50 (m, 4H) 2.20 (s, 3H) 1.99-2.12 (m, 1H) 1.58-1.73 (m, 4H) 1.43-1.54 (m, 2H). MS: (M+H)+=380.

Sources & evidence

ORD record
ord-e06f099efbd04dbc9e3b8d1f58da9895
Source dataset
uspto-grants-2009_08
Patent number
US07576110B2

Reaction notes

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